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WO2001094452A2 - Revetements pour balles de golf durcissant sous les rayons u.v. - Google Patents

Revetements pour balles de golf durcissant sous les rayons u.v. Download PDF

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Publication number
WO2001094452A2
WO2001094452A2 PCT/US2001/018383 US0118383W WO0194452A2 WO 2001094452 A2 WO2001094452 A2 WO 2001094452A2 US 0118383 W US0118383 W US 0118383W WO 0194452 A2 WO0194452 A2 WO 0194452A2
Authority
WO
WIPO (PCT)
Prior art keywords
coating
golf ball
acrylate
weight
curable
Prior art date
Application number
PCT/US2001/018383
Other languages
English (en)
Other versions
WO2001094452A3 (fr
Inventor
Pei Wen Jin
Ian C. Quarmby
Original Assignee
Lord Corporation
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Lord Corporation filed Critical Lord Corporation
Priority to AU2001275332A priority Critical patent/AU2001275332A1/en
Publication of WO2001094452A2 publication Critical patent/WO2001094452A2/fr
Publication of WO2001094452A3 publication Critical patent/WO2001094452A3/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
    • C09D175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A63—SPORTS; GAMES; AMUSEMENTS
    • A63B—APPARATUS FOR PHYSICAL TRAINING, GYMNASTICS, SWIMMING, CLIMBING, OR FENCING; BALL GAMES; TRAINING EQUIPMENT
    • A63B37/00—Solid balls; Rigid hollow balls; Marbles
    • A63B37/0003—Golf balls
    • A—HUMAN NECESSITIES
    • A63—SPORTS; GAMES; AMUSEMENTS
    • A63B—APPARATUS FOR PHYSICAL TRAINING, GYMNASTICS, SWIMMING, CLIMBING, OR FENCING; BALL GAMES; TRAINING EQUIPMENT
    • A63B37/00—Solid balls; Rigid hollow balls; Marbles
    • A63B37/0003—Golf balls
    • A63B37/0022—Coatings, e.g. paint films; Markings
    • A63B37/00221—Coatings, e.g. paint films; Markings characterised by the material
    • A—HUMAN NECESSITIES
    • A63—SPORTS; GAMES; AMUSEMENTS
    • A63B—APPARATUS FOR PHYSICAL TRAINING, GYMNASTICS, SWIMMING, CLIMBING, OR FENCING; BALL GAMES; TRAINING EQUIPMENT
    • A63B37/00—Solid balls; Rigid hollow balls; Marbles
    • A63B37/12—Special coverings, i.e. outer layer material
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/67—Unsaturated compounds having active hydrogen
    • C08G18/671—Unsaturated compounds having only one group containing active hydrogen
    • C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/83—Chemically modified polymers
    • C08G18/833—Chemically modified polymers by nitrogen containing compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00

Definitions

  • the present invention relates to an ultraviolet (UV) curable coating.
  • UV ultraviolet
  • the present invention relates to a high solids UV curable coating useful in a golf ball application.
  • Golf balls can be classified as one-piece, two-piece, and three-piece balls.
  • One-piece balls are molded from a homogeneous mass of material with a dimple pattern molded therein.
  • Two-piece balls are comprised of a cover molded over a solid core.
  • the core of a two-piece ball is typically formed of rubber and can be solid, semi-solid or have a liquid center.
  • Three-piece balls traditionally, include a rubber inner core, elastic wrappings and a balata or SURLYN ® ionomer cover. The more recent trend in the golf
  • multi-component golf balls such as balls having two or more cover layers, two or more core layers or both multiple core and multiple cover layers.
  • Golf ball covers are presently formed from a variety of materials, such as
  • balala is the trans form of the 1 ,4- chain polymer of isoprene.
  • balala was the standard cover stock material used in forming most golf balls. Balata covered balls are favored among professionals and more advanced amateur players because the softness of the cover allows the player to achieve spin rates sufficient to precisely control ball direction and distance, particularly on shorter approach shots.
  • cover materials e.g., SURLYN ® ionomer resin, have been developed which provide
  • ionic copolymers of an olefin such as ethylene and a metal salt of an unsaturated carboxylic acid such as acrylic acid, methacrylic acid or maleic acid.
  • Metal ions such as lithium, zinc or sodium are used to neutralize some portion of the acidic groups in the copolymer resulting in a thermoplastic elastomer for use as a golf ball cover.
  • various softening comonomers such as n-butyl acrylate may be added during the ionomer manufacturing process to improve golf ball performance
  • Primer coat and topcoat layers are commonly applied to the golf ball cover to provide a high gloss and an overall enhanced appearance to the ball.
  • Solvent-borne coatings are currently used as topcoats for golf balls or similar game balls. These coatings provide good adhesion to the surface of the balls, and good abrasion resistance.
  • the solvent type systems have serious environmental pollution problems, and the disadvantage of long cure times, or high curing temperatures.
  • US Patent No. 4,871,589 discloses a method of treating golf balls by applying solvent- borne coating onto a thermoplastic ionomer covered golf ball. The solvent-borne coating of '589 patent contains 50% solvents and needs to be cured for 10 minutes at 50 °C.
  • U.S. Pat. No. 5,300,325 discloses a use of an aziridine in a water-borne primer to promote adhesion between the solvent-borne topcoat and the cover of a golf ball.
  • the primer and topcoat are co-cured and crosslinked at 54 °C. for six hours.
  • U.S. pat. No. 6, 146, 288 discloses a UV-curable coating and method for coating golf balls and other substrates with a material that includes one or more low viscosity polyether acrylates, a functional carbodiimide resin, one or more low viscosity aliphatic urethane polyacrylate oligomer, and a photoinitiator selected from one or more of S mono-aryl ketones, trimethylbenzoyldiphenyl phosphinates, and/or phosphine oxides.
  • a method of curing a UV-curable coating is disclosed. The method includes the steps of spraying the formulation onto the exterior of a substrate, surrounding the substrate in an inert gas environment, and irradiating the substrate with ultraviolet radiation from a doped medium pressure mercury vapor lamp.
  • SURLYN ® resin is an ionomer from the copolymer of ethylene and methacrylic
  • the present invention resulted from solving an adhesion problem of a UV curable coating which can be effectively utilized in coating ionomer substrates.
  • the problem addressed by the present invention was to provide an UV curable coating which would be capable of developing excellent adhesion, even on substrates which are traditionally difficult to adhere to with a UV coating.
  • the UV curable coating of the present invention provides a high gloss finish, does not require the golf ball to be surrounded by an inert gas, is low in yellowing, and also offers good stain resistance and durability.
  • the present invention relates to an UV curable coating comprising (a) at least one UV-reactive component, (b) a polyfunctional aziridine, and (c) a photo-initiator.
  • the UV curable coating of this invention is substantially free of solvents, and therefore, provides a nearly 100% solid system.
  • the UV curable coating of the present invention is particularly suitable for coating ionomer substrates. Unexpectedly, the UV curable
  • the present invention discloses a high solids UV curable coating
  • the UV curable coating of this invention comprises the reaction product of
  • R is an organic aliphatic radical or a hydrogen atom
  • X is an alkylene group which may contain an ester group, an ether group, an amide group
  • n is a number of 2 to 4.
  • Preferred polyaziridines are those in which
  • n l to 3
  • m 3
  • R is a CH.sub.3 --CH.sub.2 — C radical.
  • the polyfunctional aziridine useful herein is preferably tri- or more highly functional compounds.
  • the preferred materials include: penlaerythritol-tris-(beta-(N- aziridinyl)propionate); trimethylol-propane-tris-(.beta.-(N-aziridinyl)propionate); and mixtures thereof.
  • Ethylenimine Technologies (EIT) sell representative polyfunctional
  • aziridines under the trade name XAMA®-7 and XAMA®-2, which are particularly preferred in the present invention.
  • the polyfunctional aziridine is typically utilized in an amount of at least
  • the polyfunctional aziridine is preferably utilized in an amount from about 0.1% to 15%, with 0.5% to 8% specially preferred, by weight percent of the UV curable coating in the present invention.
  • the polyfunctional aziridine contributes to the adhesion of the UV curable coating to the golf ball cover.
  • the use of a high amount of polyfunctional aziridine might cause the UV coating to undergo yellowing after cure.
  • Surface treatments, such as vibratory abrasion and corona or plasma treatment, or other methods that result in surface modifications to the golf ball cover, may be used to enhance adhesion of the topcoat to the golf ball cover.
  • One of the UV reactive components in the present invention is an UV curable oligomer. Proper selection of the oligomer is important to obtaining the desired physical properties of the resulting coating.
  • the suitable UV curable oligomers in the present invention are those oligomers containing acrylate functionality, namely an acrylate double bond. The double bond can open to form a crosslinked polymer network when irradiated with UV light in the presence of photo-initiators.
  • the suitable UV reactive components in the present invention include urethane acrylate, epoxy acrylate, polyether acrylate or polyester acrylate, and are known in the art.
  • the polyether and polyester acrylates must be low in acid content, such as an acid number of less than 10, preferably less than 5, to avoid premature reaction with the polyaziridine component. .
  • acid content such as an acid number of less than 10, preferably less than 5, to avoid premature reaction with the polyaziridine component.
  • urethane acrylate oligomers impart toughness and abrasion resistance to the final coatings
  • epoxy acrylate oligomers and polyester acrylate oligomers impart hardness and chemical resistance.
  • the UV curable acrylate component will consist of between 30 to 80 weight percentage of the total composition weight of the UV-curable coating.
  • the polyether acrylates advantageously have a low viscosity, preferably in the range of about 75 to about 250 centipoise. Examples of commercially available oligoether acrylates include LR 8967, and 8863, which are all available from BASF.
  • the preferred UV curable component of the invention is urethane acrylate oligomers formed by the reaction of an isocyanate group, and an acrylic monomer having at least one hydroxyl group.
  • Preferred acrylic monomers include hydroxyelhyl acrylate, hydroxypropyl acrylate and caprolactone acrylate.
  • Suitable isocyanates include aliphatic isocyanales, cycloaliphatic isocyanates, alkaryl isocyanates, arylalkyl heterocyclic isocyanates and aryl isocyanates.
  • Suitable isocyanates of the invention could be monoisocyanates, diisocyanates, or tri isocyanates. The diisocyanates are the preferred isocyanates of the invention.
  • diisocyanates examples include tetramethylene diisocyanate,pentamethylene diisocyanate, octomethylene diisocyanate, dodecylmethylenediisocyanate, 3,3-diisocyanatodipropyl ether, xylylene diisocyanate, meta-phenylenediisocyanate, l-methylphenylene-2,4-diisocyanate, 2,6- toluenediisocyanate, 2,6-toluene diisocyanate, cyclohexane-l,4-diisocyanate,methane- bis(cyclohexy-4-isocyanate), and isophorone diisocyanate.
  • Preferred diisocyanates include Tolylene diisocyanate (TDI), Hexamethylene diisocyanates (HDI), ), Norbornane diisocyanates (NBDI), Isophorone diisocyanates (IPDI), Diphenylmethane diisocyanates (MDI), bis(4-
  • urethane acrylate oligomers are formed by reacting an aliphatic diisocyanate with hydroxy monomer in stoichiometric proportions and further reacting this with a long chain polyol to form a flexible urethane acrylate oligomer.
  • Oligomers of molecular weight greater than 8000 can produce a coating with too much flexibility, while oligomers of molecular weight below 500 produce a coating that has low impact resistance.
  • the oligomers used in the present invention have molecular weights ranging from 500 to 8000, with preferred range from 500 to 5000.
  • the urethane acrylate oligomer should be utilized in an amount ranging from about 30% to 80% by weight percent of the total coating, and more preferably, between 40% to 70 % by weight percent of the total coating.
  • the urethane polyacrylate oligomer UV curable component has a relatively low viscosity, preferably in the range of about 8,000 to about 40,000 centipoise.
  • the aliphatic urethane polyacrylate oligomer component provides the abrasion resistance and the resiliency of the polyurethane coating.
  • the aliphatic urethane polyacrylate oligomer component are sold
  • the UV-curable oligomer is typically utilized in combination with a reactive diluent system.
  • suitable reactive diluent systems comprise at least one unsaturated addition polymerizable monomer, which is copolymerizable with the UV-curable oligomer upon exposure to radiation.
  • the reactive diluent can be monofunctional, difunctional or polyfunctional.
  • a single polyfunctional diluent can be used; or a combination of one or more monofunctional reactive diluents, one or more difunctional reactive diluents, and one or more polyfunctional reactive diluents can be used.
  • Particularly preferred reactive diluents are unsaturated addition- polymerizable monofunctional, difunctional and polyfunctional acrylic monomers.
  • Acrylate monomers useful as a reactive diluent system are well known and examples of such monomers include isobo ⁇ iyl acrylate, phenoxyethyl acrylate, isodecyl acrylate, hexyl acrylate, cyclohexyl acrylate, 2-ethylhexyl acrylate, octyl acrylate, nonyl acrylate, stearyl acrylate, 2-phenoxy acrylate, 2-methoxyethyl acrylate, lactone modified esters of acrylic and methacrylic acid, methyl methacrylate, butyl acrylate, isobutyl acrylate, methacrylamide, allyl acrylate, tetrahydrofuryl acrylate, n-hexyl methacrylate, 2-(2- ethoxyethoxy
  • the reactive diluent system typically comprises from about 10 to 60, preferably from about 20 to 50 percent by weight of the total UV curable coating.
  • the photo-initiator can be any of the known photo-initiators. Specific examples include benzophenone, benzoin, acetophenone, benzoin methyl ether, Michler's ketone, benzoin butyl ether, xanthone, thioxanthone, propiophenone, fluorenone, carbozole, diethyoxyacetophenone, the 2-, 3- and 4- methylacetophenones and methoxyacetophenones, the 2- and 3-chloroxanthones and chlorothioxanthones, 2-acelyl- 4-methylphenyl acetate, 2,2'-dimethyoxy-2-phenyl acetophenone, benzaldehyde, fluorene, anthraquinone, triphenylamine, 3- and 4-allyl-acetophen
  • the photo-initiator or combination of photo-initiators is typically utilized in an amount ranging from about 0.5 to 15, preferably from about 1 to 8 percent by weight of the UV curable coating in the present invention.
  • the peak absorbance is typically in the range of about 240 nm to about 390 nm.
  • An UV curable coating comprising at least one UV reactive component, a polyfunctional aziridine, and a photo-initiator of the present invention, may also contain other optional ingredients known to those skilled in the art of UV curable compositions.
  • An optional ingredient is a whitener that improves the overall appearance of the UV curable coating. Suitable whiteners include 2,5-Bis (5 tert-butyl - 2- benzoxazolyl)
  • compositions of the present UV curable coating include surfactants to modify the flow and wetting characteristics of the coating
  • the UV curable coating as described above of the present invention contains more than 90%, preferably greater than 95% solids, more preferably more than 98% solids, and most preferably essentially 100% solids.
  • the UV curable outer coating is substantially solvent free ( ⁇ 5%) by weight, preferably less than 2% of volatile organic solvent. Most preferably the coating is essentially solvent-free which avoids the problems of energy consumption in evaporating the solvent, solvent pollution, and the cost of solvent.
  • the present UV curable coating can also be diluted with solvent for improved application to various substrates if desired.
  • the choice of solvent employed for dilution is not critical. Preferred solvents are those that are classified as exempt from (volatile organic component) VOC classification such as acetone. However VOC containing solvents can also be used. For instance, 10% solvent may be incorporated to reduce the viscosity of the UV curable coating in order to carry out the desired performance of spraying.
  • UV curable coatings can be applied to a substrate to be coated or bonded by various techniques well known in the art e.g. roll coater, curtain coater, vacuum coater, and spray to form a coating thickness in the range of 0.1 mils to 3.0 mils, preferably 0.2 to 1.0 mils.
  • the coating is particularly advantageous for polymeric substrates including polyvinyl chloride, either rigid or flexible PVC, polycarbonates as the hard to adhere polymers such as polypropylene and polyethylene, as well as the thermoplastic vulcanizates, and thermoplastic olefins (TPO).
  • Solvents can be added to aid in application if necessary.
  • polymerization of the coating is initiated.
  • the polymerization may be initiated by any method or means known in the art for initiating radiation-curable materials.
  • it is preferred to initiate polymerization of the coating by exposing the coating to any source of actinic radiation at a wavelength within the ultraviolet or visible spectral regions. Suitable sources of radiation include mercury, xenon, carbon arc and tungsten filament lamps, sunlight, etc. Exposures may be from less than about 0.1 second to 10 minutes or more depending upon the amounts of particular polymerizable materials and photo-initiators being utilized and depending upon the radiation source and distance from the source.
  • compositions may also be polymerized by exposure to electron beam irradiation in a dosage typically ranging from less than about 1 megarad to 100 megarad or more.
  • a dosage typically ranging from less than about 1 megarad to 100 megarad or more.
  • the use of thermal energy during or after exposure to a radiation source will also generally accelerate the curing reaction, and even a moderate increase in temperature may greatly accelerate cure rate.
  • UV curable coating of the present invention can be used in essentially any type of coating or adhesive application known in the art.
  • the UV curable coating is particularly suitable for golf ball application, wherein the golf ball comprises an ionomer resin layer.
  • Typical golf ball cover materials and compositions include thermoplastic ionomer resins such as those sold under the trademarks SURLYN ® , available from E.I. Du Pont de Nemours and Co., Wilmington, Del.; or IOTEK ® , available from Exxon Chemical Co., Polymers Group, Baytown, Tex.
  • the UV curable coating in the invention has enhanced adhesion to the
  • ionomer substrates such as SURLYN ® resin. Adhesion was tested by using Cross-hatch
  • Adhesion of an UV coating without polyaziridine varied from 4% to 97% depending on the surface treatment. Adhesion was improved to 100% after polyaziridine incorporated.
  • a urethane acrylate oligomer is prepared as follows:
  • Tone® M-100 commercially available from Union Carbide
  • 2 drops of tin catalyst are then added.
  • the reaction kettle is heated to 50-60°C for 30 minutes, and then another 724.2 grams of Tone® M-
  • T-9 catalyst 100 and 2 drops are added into the reaction kettle to form a mixture.
  • the mixture is heated at 60-70°C for about 8 hours until NCO ⁇ 0.25.
  • the coating exhibited a high whiteness index and very good adhesion on the golf ball surface.
  • the golf balls were tested in a cannon tester for 50 hits, and no micro cracking or loss of adhesion was observed.
  • Formulations were prepared and cured as in Example 2.
  • a conventional adhesion promoter was added to enhance the adhesion of the coating to the SURLYN ®
  • Formulations based on Example 2 were prepared with varied levels of benzophenone. The coatings were applied onto flat plaques of SURLYN ® cover and cured as in Example 2. As can be seen from the data in the Table II below increasing the level of benzophenone will increase the whiteness index of the coating.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Paints Or Removers (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

Revêtement durcissant sous les rayons U.V. pour balles de golf ou de jeu similaire, ledit revêtement durcissant sous les rayons U.V. étant un produit de réaction d'au moins un composant réagissant aux rayons U.V., des aziridines polyfonctionnels et un photo-initiateur. Le revêtement durcissant sous les rayons U.V. est sensiblement exempt de solvant et contient pratiquement 100 % de matières solides.
PCT/US2001/018383 2000-06-08 2001-06-08 Revetements pour balles de golf durcissant sous les rayons u.v. WO2001094452A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2001275332A AU2001275332A1 (en) 2000-06-08 2001-06-08 Uv curable coating for golf balls

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US21018600P 2000-06-08 2000-06-08
US60/210,186 2000-06-08

Publications (2)

Publication Number Publication Date
WO2001094452A2 true WO2001094452A2 (fr) 2001-12-13
WO2001094452A3 WO2001094452A3 (fr) 2002-03-28

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Country Status (3)

Country Link
US (1) US20020016226A1 (fr)
AU (1) AU2001275332A1 (fr)
WO (1) WO2001094452A2 (fr)

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CN100386346C (zh) * 2006-01-24 2008-05-07 武汉大学 含高分子链段的裂解型光引发剂及其制备方法和用途
CN104177992A (zh) * 2014-08-28 2014-12-03 苏州洛特兰新材料科技有限公司 一种陶瓷用辐射固化丙烯酸酯树脂涂料
CN109021816A (zh) * 2018-08-30 2018-12-18 浙江瑞通光电材料有限公司 一种紫外光固化光纤外涂层涂料及制备方法

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CN109021816B (zh) * 2018-08-30 2021-05-04 瑞通高分子科技(浙江)有限公司 一种紫外光固化光纤外涂层涂料及制备方法

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